A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

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Caribbean Accommodation: Most Popular Cities to Stay

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Montego Bay

Montego Bay

Check availability on Caribbean Business Hotels

Our top choices for Caribbean business-friendly hotels

A pool area with multiple white umbrellas and lounge chairs.

1. S Hotel Kingston

S Hotel Kingston
4.5 star property
New Kingston
9.4 out of 10, Exceptional, (1,821 reviews)
"Great stay with great food"
United States
Jodie
The price is Rp3.076.259
Rp3.963.808 total
includes taxes & fees
20 Nov - 21 Nov
S Hotel Kingston
A modern restaurant with large windows offering a city view.

2. Dominican Fiesta Hotel

Dominican Fiesta Hotel
4.0 star property
Los Cacicazgos
8.2 out of 10, Very good, (2,877 reviews)
"The food was excellent"
United States
Joseph
The price is Rp1.336.660
Rp1.710.925 total
includes taxes & fees
28 Nov - 29 Nov
Dominican Fiesta Hotel
An outdoor seating area with tables and chairs, palm trees, and a view of the ocean.

3. Hyatt Regency Trinidad

Hyatt Regency Trinidad
4.5 star property
Downtown Port of Spain
9.2 out of 10, Wonderful, (1,103 reviews)
"Great stay"
United States
Titeo
The price is Rp3.757.159
Rp4.564.949 total
includes taxes & fees
15 Nov - 16 Nov
Hyatt Regency Trinidad
View from room

4. Knutsford Court Hotel

Knutsford Court Hotel
4.0 star property
New Kingston
7.6 out of 10, Good, (1,000 reviews)
"The property is just wonderfull."
United States
Neil
Knutsford Court Hotel
Beach

5. Radisson Aquatica Resort Barbados

Radisson Aquatica Resort Barbados
4.0 star property
Garrison Historic Area
7.6 out of 10, Good, (1,001 reviews)
"Room was always clean and ready for me when I got back from my long days out. Friendly and courteous staff was always there to assist and breakfast was 8/10"
United States
Bibi Akleema
Radisson Aquatica Resort Barbados
A modern living room with a grey sofa, a coffee table, and a view of the beach through large windows.

6. Sheraton Santo Domingo Hotel

Sheraton Santo Domingo Hotel
4.0 star property
Gascue
8.8 out of 10, Excellent, (1,002 reviews)
"Excellent location and services"
United States
virgilio
The price is Rp2.149.378
Rp2.751.203 total
includes taxes & fees
13 Nov - 14 Nov
Sheraton Santo Domingo Hotel
A modern living room with a large window, a sofa, a coffee table, and a TV on the wall.

7. Weston Suites & Hotel

Weston Suites & Hotel
3.5 star property
Downtown Santo Domingo
7.6 out of 10, Good, (1,009 reviews)
"Spacious room, good breakfast, can’t be beaten for the price."
United States
HECTOR
The price is Rp1.370.003
Rp1.753.640 total
includes taxes & fees
12 Nov - 13 Nov
Weston Suites & Hotel
A luxurious dining area with round tables, white tablecloths, and gold chairs, featuring floral centerpieces and a view of the ocean.

8. TRYP by Wyndham Isla Verde

TRYP by Wyndham Isla Verde
3.5 star property
Isla Verde
8.4 out of 10, Very good, (1,839 reviews)
"Excellent place to stay highly recommend"
United States
Jose A
The price is Rp2.468.602
Rp3.148.327 total
includes taxes & fees
16 Nov - 17 Nov
TRYP by Wyndham Isla Verde
A rooftop pool with a city view at dusk.

9. Embassy Suites by Hilton Santo Domingo

Embassy Suites by Hilton Santo Domingo
4.0 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (1,081 reviews)
"Rooms were very clean and staff was exceptional. Breakfast was great and complimentary cocktails were a nice addition."
United States
Tawania
The price is Rp2.656.017
Rp3.399.702 total
includes taxes & fees
29 Nov - 30 Nov
Embassy Suites by Hilton Santo Domingo
A person seated at a wooden bar with a stone-tiled floor, holding a drink.

10. The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites
4.0 star property
New Kingston
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location, excellent Food and Staff"
United States
Chantal
The price is Rp3.285.818
Rp4.097.467 total
includes taxes & fees
12 Nov - 13 Nov
The Courtleigh Hotel and Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Caribbean Hotel Reviews

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent
"Would stay at this property again."
Allison 6-night trip
Posted 3 hours ago
La Concha Resort, Puerto Rico, Autograph Collection

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Frequently asked questions

Why book your business-friendly hotel in Caribbean with Expedia?
At Expedia, our job is to help you track down the perfect stay at the right price. From deluxe, corporate-friendly escapes to affordable motor inns filled with conveniences, you'll have your next work trip organised in a few quick clicks.
How can I find cheap business-friendly hotels in Caribbean?
Click on the "business friendly" filter, listed under the "traveller experience" heading, to find cheap business-friendly hotels in Caribbean. Then refine your search by your budget and preferred hotel star rating. Looking for stays outside the city centre is another good way to save.